反応 #442599

反応方程式

sodium acetate

N-Methylformanilide

phosphorus oxychloride

10-ethylphenothiazine

→

title compound

収率 69.0%

10-Ethyl-3-formylphenothiazine

収率 69.0%

溶媒

1,2-dichlorobenzene

反応条件

後処理

1. 1
   濃縮was subsequently concentrated under a reduced pressure
2. 2
   workup.ADDITIONEthyl acetate and water (each 300 ml) were added to the resulting residue in that order
3. 3
   抽出the reaction product was extracted with ethyl acetate
4. 4
   乾燥The extract was dried over anhydrous magnesium sulfate
5. 5
   濃縮concentrated under a reduced pressure
6. 6
   その他The resulting residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=5:1)

実験手順

N-Methylformanilide (5.35 ml, 43.6 mmol) and phosphorus oxychloride (4.06 ml, 43.6 mmol) were added at room temperature to a mixture of 10-ethylphenothiazine (7.62 g, 33.5 mmol) and 1,2-dichlorobenzene (34 ml), and the mixture was stirred at 100° C. for 24 hours. At room temperature, a sodium acetate aqueous solution (45 wt. %, 85 g) was added to the reaction mixture, which was subsequently concentrated under a reduced pressure. Ethyl acetate and water (each 300 ml) were added to the resulting residue in that order and then the reaction product was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=5:1) to give the title compound (5.91 g, 23.1 mmol, 69%) as yellow crystals.

出典